What are the chemical properties of 1-iodo-2,4,6-trifluorobenzene?
1-Iodo-2,4,6-trifluorobenzene, Chinese name 1-iodine-2,4,6-trifluorobenzene, is one of the organic halogenated aromatic hydrocarbons. It has the following chemical properties:
- ** Nucleophilic substitution activity **: In this molecule, the iodine atom on the benzene ring is quite active, and it is easy to be attacked by nucleophilic reagents, resulting in nucleophilic substitution reaction. As a good leaving group, the iodine atom can be replaced with the nucleophilic part of the reagent under the action of the nucleophilic reagent to form a new organic compound. If reacted with sodium alcohol, the iodine atom will be replaced by an alkoxy group to produce corresponding ethers. < Br > - ** Aromatic electrophilic substitution reaction **: Although there are electron-absorbing fluorine atoms attached to the benzene ring, the electron cloud density of the benzene ring decreases, so that the activity of the aromatic electrophilic substitution reaction is inferior to that of benzene; but because the fluorine atom is an ortho-para-localized group, such reactions can still occur under suitable conditions. For example, under specific catalyst and reaction conditions, it can be substituted with electrophilic reagents at specific positions on the benzene ring to generate corresponding substituted products.
- ** Reaction with metal reagents **: 1 - iodo - 2,4,6 - trifluorobenzene can react with metal reagents such as magnesium and lithium to form organometallic compounds. Taking the reaction with magnesium as an example, Grignard reagent will be formed. This Grignard reagent has a wide range of uses in organic synthesis. It can be used to construct carbon-carbon bonds and react with many carbonyl-containing compounds, such as aldides, ketones, esters, etc., to prepare various alcohols and other complex organic compounds.
- ** Reduction Reaction **: The iodine atoms in the molecule can undergo a reduction reaction under the action of a suitable reducing agent, and the iodine is reduced and removed to form 2,4,6-trifluorobenzene. Common reducing agents include the combination of metal zinc and acids. By controlling the reaction conditions, selective reduction of iodine atoms can be achieved.
What are the common synthesis methods for 1-iodo-2,4,6-trifluorobenzene?
1-Iodo-2,4,6-trifluorobenzene is 1-iodo-2,4,6-trifluorobenzene. The common synthesis methods are as follows.
To prepare 1-iodo-2,4,6-trifluorobenzene, 2,4,6-trifluoroaniline is often used as the starting material. The diazotization reaction of 2,4,6-trifluoroaniline with sodium nitrite is carried out under acidic conditions. This reaction requires low temperature operation, usually at 0-5 ° C. Sodium nitrite is slowly added to the hydrochloric acid solution containing 2,4,6-trifluoroaniline to form a diazoic salt. This diazosalt is extremely unstable and needs to be carried out immediately for the next reaction. After
, the diazonium salt is mixed with potassium iodide solution, and the diazonium group is replaced by an iodine atom to obtain 1-iodine-2,4,6-trifluorobenzene. In this reaction process, the conversion step of diazonium salt is quite critical, and the reaction conditions need to be precisely controlled. If the temperature is too high, the diazonium salt will easily decompose, which will affect the yield.
Another method is to use 2,4,6-trifluorobrobenzene as a raw material. In the presence of specific catalysts such as palladium catalysts, a halogen atom exchange reaction occurs with iodizing reagents. Commonly used palladium catalysts such as tetrakis (triphenylphosphine) palladium, iodizing reagents such as cuprous iodide, etc. The reaction is carried out in a suitable organic solvent, such as N, N-dimethylformamide (DMF). During the reaction, attention should be paid to the amount of catalyst, reaction temperature and time, which all have a significant impact on the reaction process and product yield. In general, increasing the temperature can speed up the reaction rate, but too high temperature may lead to side reactions.
Another way is to start with 2,4,6-trifluorobenzoic acid. It is first converted into the corresponding acid chloride, which is commonly used as a chlorination reagent such as dichlorosulfoxide. Subsequently, the acid chloride is reacted with an iodizing reagent, and a series of conversions are carried out to obtain the target product 1-iodine-2,4,6-trifluorobenzene. There are relatively many steps in this method, and each step needs to ensure that the reaction is complete to improve the yield of the final product.
Each method for synthesizing 1-iodine-2,4,6-trifluorobenzene has its own advantages and disadvantages. In practical application, the most suitable synthetic route should be selected according to the comprehensive consideration of raw material availability, cost, yield and product purity.
In what fields is 1-iodo-2,4,6-trifluorobenzene used?
1-Iodo-2,4,6-trifluorobenzene (1-iodo-2,4,6-trifluorobenzene) has applications in many fields.
In the field of organic synthesis, it is a key intermediate. Due to its high activity of iodine atoms in the structure and strong electron-absorbing properties of trifluoromethyl, this compound has unique reactivity. It can be replaced by nucleophilic substitution reactions, and iodine atoms are easily replaced by various nucleophiles, such as amines, alcohols, etc., to construct chemical bonds such as carbon-nitrogen and carbon-oxygen to synthesize fluorinated organic compounds, which are widely used in the creation of medicines and pesticides.
At the level of pharmaceutical research and development, fluorinated organic compounds can improve the physicochemical properties and biological activities of drugs due to the special properties of fluorine atoms. 1-Iodine-2,4,6-trifluorobenzene as a starting material can prepare fluorinated drug intermediates with specific biological activities through a series of reactions, and then develop new drugs. For example, in the research and development of anti-depressant, anti-tumor and other drugs, lead compounds with high activity and low side effects can be obtained through structural modification.
In the field of pesticides, fluorinated pesticides have attracted attention for their high efficiency, low toxicity and environmental friendliness. 1-Iodine-2,4,6-trifluorobenzene can be used to synthesize fluorinated pesticides, such as fluorinated insecticides, fungicides, etc. With the action of fluorine atoms, the activity and selectivity of pesticides to target organisms can be improved, and the impact on non-target organisms can be reduced.
In the field of materials science, fluorinated materials have excellent thermal stability, chemical stability and corrosion resistance due to the characteristics of fluorine atoms. 1-Iodine-2,4,6-trifluorobenzene can be used as a monomer or intermediate for synthesizing fluorinated polymers or functional materials. Such as preparing fluorine-containing liquid crystal materials to improve liquid crystal display properties; synthesizing fluorine-containing coating materials to improve material surface properties and enhance material wear resistance and corrosion resistance.
What are the physical properties of 1-iodo-2,4,6-trifluorobenzene?
1 - iodo - 2,4,6 - trifluorobenzene is an organic compound with unique physical properties, which are described in detail today.
Looking at its properties, at room temperature and pressure, this substance is mostly colorless to light yellow liquid, giving people a sense of visual clarity. The formation of this form is due to the mutual check and balance of intermolecular forces and environmental conditions.
The melting point is between -18 ° C and -16 ° C. The low melting point reflects the relatively weak attractive forces between molecules. A little energy from the outside world can cause its lattice structure to disintegrate and change from solid to liquid. The boiling point of
is in the range of 145 ° C to 147 ° C. Within this temperature range, the molecules acquire enough energy to break free from each other and escape into the gas phase.
Its density is about 2.05g/cm ³, which is higher than that of common organic solvents. Due to the large relative atomic weight of iodine atoms and fluorine atoms in the molecule, the mass per unit volume increases.
In terms of solubility, 1-iodo-2,4,6-trifluorobenzene is insoluble in water, because water is a polar molecule, and the compound is non-polar or weakly polar. According to the principle of "similar miscibility", the two are difficult to miscible. However, it is soluble in common organic solvents, such as ether, dichloromethane, etc. The molecular structure of organic solvents is similar to that of 1-iodo-2,4,6-trifluorobenzene, and the intermolecular force can promote its mutual dispersion and fusion.
The vapor pressure of 1-iodo-2,4,6-trifluorobenzene is low, which means that its volatilization rate is slow at room temperature, and the vapor concentration rises slowly in a closed space. This property is affected by the dual effect of intermolecular force and temperature. The intermolecular attractive force is large, and more energy is required to escape the liquid surface and form steam. < Br >
The refractive index also has a specific value. The refractive index can reflect the degree of change in the direction of light passing through the substance, which is closely related to the molecular structure and density of the substance. This value provides an important basis for the identification and analysis of the compound.
The above physical properties are determined by the molecular structure of 1-iodo-2,4,6-trifluorobenzene. The existence of iodine and fluorine atoms gives the molecule a special electron cloud distribution and spatial configuration, which in turn affects the intermolecular forces and ultimately creates unique physical properties.
What are the storage conditions for 1-iodo-2,4,6-trifluorobenzene?
1-Iodo-2,4,6-trifluorobenzene (1-iodo-2,4,6-trifluorobenzene) is an organic compound, and its storage conditions are very important, which is related to the stability and safety of the substance. The following details describe its storage requirements.
First environmental conditions. It should be stored in a cool place, because the temperature is too high, or the chemical reaction of this compound occurs, such as accelerated decomposition, polymerization, etc. To a common sense, the storage temperature should be controlled between 15 ° C and 25 ° C. This temperature range can ensure the relative stability of its chemical properties. And it must be placed in a well-ventilated place. If the ventilation is not good, the volatile gas of the compound will gather in one place, or the local concentration will be too high. One is the risk of poisoning, and the other may increase the risk of fire and explosion.
Second word packaging requirements. The packaging must be tightly sealed to prevent contact with air and moisture. The compound may react chemically in contact with water or some components in the air, which will damage its own quality. It is commonly used in glass containers. Due to its stable chemical properties, it is not easy to react with 1-iodine-2,4,6-trifluorobenzene. However, it should be noted that the glass material should be able to withstand certain pressure and temperature changes, and the bottle cap or stopper must be well sealed, which can be reinforced by sealing materials such as paraffin wax and raw material tape.
Furthermore, keep away from fire sources, heat sources and oxidants. 1-Iodine-2,4,6-trifluorobenzene is flammable, and it is easy to burn or even explode in case of open flames and hot topics. Oxidants can also react violently with it. Oxidants such as common potassium permanganate and hydrogen peroxide should be stored in isolation. The storage area should be equipped with corresponding fire equipment, such as fire extinguishers, fire sand, etc., to prepare for emergencies.
In addition, the storage place should be clearly marked, indicating the name of the compound, dangerous characteristics and emergency treatment methods. And it needs to be managed by a special person. Regularly check whether the packaging is in good condition and whether the storage environment is up to standard. If there is any abnormality, dispose of it immediately. In this way, the safety and stability of the storage of 1-iodine-2,4,6-trifluorobenzene are guaranteed.